The microwave-assisted condensation of azepan-4-ones with 3,5-dinitro-1-methylpyridin-2-one
in the presence of ammonia was found to be a highly efficient method
for the synthesis of nitro-substituted tetrahydropyridoazepines.
Variation of the substituent at the amino group enables the regioselective
synthesis of tetrahydropyrido[3,2-c]azepines
and tetrahydropyrido[2,3-d]azepines.
ketones - condensation - regioselectivity - heterocycles - pyridines